Iodine chloride → 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

HRID 2114607ノート

反応式

HRID 2114607 の反応式
[Cl:1][C:2]1[C:3]2[CH:10]=[CH:9][N:8]([CH:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)[C:4]=2[N:5]=[CH:6][N:7]=1.[I:16]Cl>>[I:16][C:10]1[C:3]2[C:2]([Cl:1])=[N:7][CH:6]=[N:5][C:4]=2[N:8]([CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:9]=1

参加物

3

反応物 2

HCID 24640Iodine chlorideHCID 5198484-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine

生成物 1

HCID 195974344-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

実験手順

To a stirred solution of 4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine (1A, 116 g, 0.52 mole) in 1200 mL CH2CL2 was slowly added a dark brown solution of iodine monochloride (1.0 M, 785 mL) at room temperature over 30 minutes. The reaction mixture was refluxed for 22 h, cooled to room temperature and concentrated. The residue was redissolved in EtOAc, washed with saturated Na2SO3, H2O and brine. The organic layer was dried over Na2SO4 and concentrated. The residue was then recrystalized from i-PrOH to furnish 95 g white crystalline product.

後処理

  1. temperatureThe reaction mixture was refluxed for 22 h
  2. concentrationconcentrated
  3. dissolutionThe residue was redissolved in EtOAc
  4. washwashed with saturated Na2SO3, H2O and brine
  5. dry with materialThe organic layer was dried over Na2SO4
  6. concentrationconcentrated
  7. customThe residue was then recrystalized from i-PrOH

出典と根拠

ORDレコード
ord-84a8e4e8c6224495ae55c16de94ee61b
出典データセット
uspto-grants-2008_10
特許番号
US07435739B2

反応ノート

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